Sand & sun: Packing for a Florida Christmas

Editor’s note: For more travel style posts, fly this way.

Travel gear for the road ahead. Vintage ballcap by Goorin Brothers. Adventure Log by Word Notebooks. Stainless steel dive watch by Invicta. Print magazine by Gear Patrol

Travel gear for the road ahead. Vintage ballcap by Goorin Brothers. Adventure Log by Word Notebooks. Stainless steel dive watch by Invicta. Print magazine by Gear Patrol

Going from a place where the past weekend called for a sweater to a locale where temps are in the 80s is a style conundrum that I haven’t faced too often, especially at Christmas. But such is the situation I find myself in as I prepare to head to Florida today for what should be a lovely and relaxing Christmas weekend. Don’t get me wrong — I love the sun and sand. But I’m an especially big fan of fall and winter style — layering, a great fall or winter jacket, a nice henley — it’s all fair game once the temperature drops. So since my parents moved full-time to Florida about two-and-a-half years ago, it’s been different than the chilly Michigan winters of Christmas’ past — a welcome change of pace, but still different. I know I’m definitely lucky to escape to some warm weather, and I always welcome the chance to change things up style-wise. So with that in mind, I’ve set to work crafting a carry-on that’ll help me fly in style and beat the heat.

A new piece of luggage from the responsible hands of United By Blue.

A durable carry-on for this trip from the responsible hands of United By Blue.

I’m taking along a new piece of luggage, a sturdy and functional United By Blue duffle bag made from solid waxed canvas. The Moss color is just different enough from my Navali Stowaway Weekender, so it’s a nice addition to my everyday travel carry. And as I’ll also be on the road in the coming weeks, it’ll certainly get a lot of use (look for a full review in February). At $188, the price is well within range for a durable weekender. The centerpieces of my bag will be some summer style essentials I’d put away for the time being. As far as casual style goes, it’s hard to beat a trim polo in a nice material, like my trusty Michael Bastian x Uniqlo polo from this year’s line, plus a soft Grayers slub nep jersey polo and my ever-reliable Esquina oxford from Saturdays Surf NYC. To me, having pieces that can work with shorts or chinos alike while keeping you cool is a pretty big key when traveling to warm locales — I tried to follow the same packing method when heading to Italy earlier this summer, in fact.

Simple, easygoing tees from Pistol Lake and United By Blue, plus my Orlebar Brown Setter Swim Trunks.

Simple, easygoing tees from Pistol Lake and United By Blue, plus my Orlebar Brown Setter Swim Trunks.

That means it’ll also be time for me to break out some solid T-shirts — I love a great henley, especially a rugged short-sleeve henley from the likes of Pistol Lake, a Style Guide favorite. The brand’s V-neck tee (as seen in another warm-weather trip to Los Angeles) will also be in my bag, as will my trusty Orlebar Brown Setter Swim Shorts. And it wouldn’t be a comfortable, casual Christmas if I didn’t get to test out a new pocket tee from Tommy John, a basics maker that’s gained steam as of late in the online community for its well-crafted knitwear So the Ringer Pocket Tee in Heather Grey should definitely be a laidback yet not-sloppy option for the warm weather. I’m going to complement those shirt and polo offerings with an always-versatile chambray shirt or two. And I’ll be breaking out some crisp khaki shorts from Banana Republic. That being said, I do love a great pair of Mott & Bow dark denim, so I’ll likely be bringing that pair along for travel wear. I’ve found that among other pant options, my olive Bonobos chinos have fared well in everything from oppressive heat to blistering cold, so they’ll make their way into my bag, too.
Ben Sherman US
Outerwear will definitely be on the lighter side for this trip, and will hopefully stay in my bag once I take off from NYC!But a baseball jacket lined in chambray like the Russel Jacket from Grayers is likely going to be my best bet for travel; removable, easygoing layers like that can also lend some polish to your travel look, and a baseball or bomber jacket can even be worn over a collared shirt like a blue Oxford-cloth buttondown. If I could, I would also bring along a trusty denim jacket, as it can be styled with slim tan chinos or lightwash denim with ease — sadly, there won’t be room this time around! Rounding off warm-weather style isn’t complete without some solid sneakers and another pair of versatile shoes, though.

The shoes I'm bringing with me. From front to back: Chocolate Suede Scout Chukka by Thursday Boot Company. White Wilson sneakers and navy Rosen runners from GREATS Brand.

The shoes I’m bringing with me. From front to back: Chocolate Suede Scout Chukka by Thursday Boot Company. White Wilson sneakers and navy Rosen runners from GREATS Brand.

After putting them away for the fall, I’m looking forward to busting out my white GREATS Brand Wilson sneakers, and I’ll also be bringing along my navy Rosen runners from the brand. Heck, I might even pack my Leather Wooster slip-ons (shocker, also from GREATS) if my luggage allows. When you travel, I’d look to pack similarly versatile and comfortable shoes — a pair of brown suede chukkas from Thursday Boot Company, fit for both formal and dressed-down style, will be on my feet as I hit the road. It’s equally to your advantage that these days, a nice leather sneaker or chukka can work in nearly any situation — even with a blazer and chinos if needed (make sure those kicks are clean and free of logos — look here for more ways to style classic sneakers).

The trusty toiletries kit I'll be taking with me -- including a sharp pomade, a slick styling comb, "soap-on-a-rope" and some Richer Poorer socks.

The trusty toiletries kit I’ll be taking with me — including a sharp pomade, a slick styling comb, “soap-on-a-rope” and some Richer Poorer socks.

As my bag will be pretty full, I’ll be keeping it simple on the watch front — I like to rely on one-to-two watches on trips like these, usually a great leather watch like the Daniel Wellington Classic Bristol and my always-solid Invicta 8926 Pro Diver. Either can be worn with everything from a tee and shorts to a polo and chinos — and that’s exactly what I plan to do. Great style can even extend to your toiletries and other stylish travel accessories. With that sentiment in mind, I’m definitely excited to make use of a sweet BYRD x Richer Poorer Dopp Kit — the California haircare brand teamed up with one of my favorite sock makers on a sturdy nylon tote filled with a nice pomade, a flexible comb and the cleverly-named “Soap on a Rope.” No trip would be complete without a few last finishing touches, including some crisp Woodbuds headphones, a nice Issara leather laptop sleeve and a brass money clip via my friends at Owen & Fred.

Of course, although I always look forward to hitting the road in style, I’m particularly looking forward this time around to getting some rest and relaxation with my family. The sunshine certainly won’t hurt, either! Have a great Christmas, and if you fancy, swing through this way on Friday for a Christmas edition of the Friday Read and a Saturday Style Pick.

Stay stylish!

-Beau
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Style Suggestion: A Cozy Christmas

Editor’s note: For more Style Suggestions — including what to wear to that holiday party — swing through here.

Breaking news — Christmas is almost here! If you’re a big fan of the holidays, like me, and appreciate a festive atmosphere in the air and lights all around the cityscape (or your hometown), there’s really no better time to enjoy. But thankfully, the holiday also gives everyone a chance to rest, regroup and ideally, actually get home for some time off. Either way, Christmas and the events surrounding it don’t always have a set dress code — it could be a more casual evening of opening gifts with just the family, or a nice party with friends (hopefully, Ryan Gosling doesn’t drop by). So the style suggestion that follows definitely errs on the side of more casual, whether this is on Christmas Day itself or in the days leading up to. Bear in mind — this is just one suggestion to keep things from getting too sloppy, so mix-and-match (and buy) as you please! Note that we’ll cover a more dressed-up Christmas affair right here next week.

The Shirt: Tommy John Ringer Pocket Tee in Heather Grey — $34

This colorblocked pocket tee is a simple but effective upgrade from the pedestrian crewneck.

This colorblocked pocket tee is a simple but effective upgrade from the pedestrian crewneck.

So right off the bat, that price is a bit much more than most might pay for a T-shirt. BUT, bear with — Tommy John certainly seems to be the real deal as far as quality and comfort goes in the undershirt and T-shirt game. And its Ringer Pocket Tee (available in four colors) is soft, stylish and slim-fitting. Crucially, the color at the neck and pocket sets it apart just so slightly from a regular crewneck tee, even when that might be the cheaper option.  It’s these small style upgrades that can add a little thought to your look, and if comfort is part of the equation, it’s key to still look good. However, if wearing just a tee makes you wary, I’d reach for a great chambray shirt instead.

The Sweater: Old Navy Chunky Shawl-Collar Cardigan — $49.50 (When On-Sale)

A rich color and ribbed knit make this a solid house sweater for a cozy Christmas.

A rich color and ribbed knit make this a solid house sweater for a cozy Christmas.

Because it’s the heart of December, we’ll assume it could be a little bit chilly wherever you might be. That’s exactly the time to reach for a well-priced Old Navy cardigan. The burgundy color is a nice, on-trend nod to the season as a whole (although this cream JackThreads Shawl Cardigan could also be a neat, affordable pickup). But in this instance, the thick burgundy knit brings some nice contrast when paired alongside the lightweight T-shirt. As I’ve said time and again, a shawl-collar cardigan is a great, masculine style move that adds some rugged appeal to any outfit. Plus, who doesn’t love a cozy sweater? If it’s too warm out where you are, ditch it (if you’re lucky enough, that is!).

The Pants: JackThreads The Daily Jogger — $49.50 OR Classic Dark Denim

A dark color and trim cut help these wear less like sweats and more like jeans. Yes, you got that right.

A dark color and trim cut help these wear less like sweats and more like jeans. Yes, you got that right.

As we talked about above, Christmas can go one of two ways — more casual, or dressier. In this case, if you’ve got the option to go more laidback yet want to avoid wearing pajama pants, we’re going out on a limb to recommend a pair of tailored sweatpants in a dark color. JackThreads continues to get a lot of things right with its new menswear line, and stylish essentials at low prices like these are why. Again, if sweatpants still feel too casual, a solid pair of dark denim never fails (I’d recommend Mott & Bow, who makes slim jeans like its Hester model with a comfy hint of stretch). If sweats are too hot, reach for their laidback but just as comfy alternative — the well-crafted sweatshort (like these from my friends at Pistol Lake).

The Sneakers: GREATS Brand Royale Chukka — $152 (On-Sale)

Camel plus black in a chukka silhouette = dressier sneakers than the norm.

Camel plus black in a chukka silhouette = dressier sneakers than the norm.

If sneakers seem a silly option for the middle of winter (and they very well might be if there’s a ton of snow), I’d urge you to go with a reliable (but cheaper) desert boot instead. If, however, you’re able to rock some chukka sneakers from GREATS, you’ve found a style choice that fits right in with fall & winter yet feels more comfortable than a thicker boot (note that Reef’s Outhaul Lux Chukka does that, too). The Royale Chukka definitely checks all those boxes, and even more crucially, the camel color plus black sole is a combo that feels a little dressier than a plain pair of captoe sneakers. These sneakers can be worn through the rest of winter in the right weather, and into spring with some lightwash jeans, too — that’s the gift that keeps on giving.

The Watch: Timex Weekender 40mm — $46

A black leather strap and that simple Timex dial create the ideal happy medium for the rest of this outfit.

A black leather strap and that simple Timex dial create the ideal happy medium for the rest of this outfit.

Just as in this site’s Thanksgiving Style Suggestion, a Timex is the affordable watch pick once again. In this instance, Timex’s classic weekender dial keeps the watch more casual, but the black face and slip-thru black leather strap makes it ever so slightly put-together. Yet, it’ll still look right at home with this outfit in terms of color and styling potential — it’s just that simple and versatile. Lest we forget, this watch can be mixed and matched with other NATO straps — that’s like getting a new watch for about $10.

The Socks: Richer Poorer Herald Socks — $12

A small way to pump some pattern into an outfit -- for a low price.

A small way to pump some pattern into an outfit — for a low price.

Whereas the rest of this outfit mainly sticks to solid basics, these socks inject some life into the ensemble in a fun way. And assuming you’ll be kicking around without shoes on for a bit, clean, hole-free socks are a must (truly). Throw in a fun polka-dot pattern in a color that complements the rest of the outfit, and you’re set. The oatmeal color of these socks is also just different enough if you go with a heather-grey T-shirt (or even a blue chambray), and the navy dots complement the cardigan and the sneakers, too. Plus, Richer Poorer socks are springy and breathable — not a  heavy wool set.

While the above outfit might not work for everyone, here’s hoping you do get the chance to kick back in a more casual fashion this Christmas — and when that time comes, I hope you’ll keep some of these picks in mind (because who doesn’t love looking their best all the time?). Think I missed anything? Let me know your picks for the holiday season below!

Ben Sherman US